3-(Methylamino)-1,2-propanediol

clear colorless to pale yellow viscous liquid

3-methylamino-1,2-propanediol is a secondary amine.

second, synthesis of 3-methylamino-1, 2-propanediol (1) pressure test the reactor pressure test, all the test indicators all qualified before use. (2) Feeding open the hydraulic vacuum pump, the vacuum autoclave vacuum, when the inside kettle vacuum reaches up to 0.03MPa, the glycidol and liquid mono-methylamine are added to the high pressure reactor at a molar ratio of 1:10. (3) amination reaction The kettle temperature rose at 50 ° C ± 5 ° C, the pressure control at 4.1-4 · 2Mpa, and carry on reaction for 40 minutes. (4) Recovery of mono-methylamine in the vacuum under 0.080MPa conditions open mono-methylamine recovery device, recover mono-methylamine to the tank for reuse.(5) Distillation1) before distillation fractionThe autoclave was cooled less 30 ° C with a vacuum inside the autoclave was pumped into the reaction waste still, first open the water jet vacuum pump, into a jacketed steam into the distillation pot, inside the autoclave was heated, the autoclave to control the degree of vacuum from 0.06 to 0.07 MPa, reduce was observed when the condensate reg first and then the drop of outflow, the vacuum apparatus is switched to a high vacuum Roots - water ring units, carefully observe the change in the value of the digital vacuum gauge vacuum, adjusting the receiving tank a vacuum degree of 0.0990 ~ 0.0998MPa, 98.0 deg.] C before the gas-phase temperature of the condensate fraction prior to distillation in the next batch of crude product.2) the distillation of the desired productWhen the vapor temperature exceeds 98.1 deg.] C, handover, switching to the finished condensate tank to maintain the degree of vacuum of 0.0990 ~ 0.0998Mpa, vapor temperature of condensate 98.1-101.0 as the desired product, ie, 3-amino- 1, propanediol3-Methyl-1, 2-propanediol yield 98.99percent, purity 99.96percent, impurity content was 0.04percent, a moisture content of 0.35percent is a colorless transparent viscous liquid.- Synthesis of MAPDThe microreactor described above was used for the synthesis. The reagents were injected at flow rates of: 1-CPD (cone. 99percent in water, 5.0 ml/min), NaOH (cone. 10percent, 19.4 ml/min) and methylamine (cone. 40percent, 79.1 ml/min).This gave a residence time of 1.72 minutes for the glycidol formation in the first and second chambers, and 14.5 minutes for the aminolysis in the fourth to tenth chambers, giving a total residence time of 16.21 minutes. The temperature was held at about 42 °C in the first and second chambers, and about 17 °C in the fourth to tenth chambers. In the Teflon tubing collection part the temperature was about 22 °C (ambient temperature). Samples were collected after 35 minutes from the starting point. The yield was 82.4 areapercent MAPD based on the amount of 1-CPD used.A. second, synthesis of 3-methylamino-1, 2-propanediol (1) pressure test the reactor pressure test, all the test indicators all qualified before use. (2) Feeding open the hydraulic vacuum pump, the vacuum autoclave vacuum, when the inside kettle vacuum reaches up to 0.03MPa, the glycidol and liquid mono-methylamine are added to the high pressure reactor at a molar ratio of 1:10. (3) amination reaction The kettle temperature rose at 50 ° C ± 5 ° C, the pressure control at 4.1-4 · 2Mpa, and carry on reaction for 40 minutes. (4) Recovery of mono-methylamine in the vacuum under 0.080MPa conditions open mono-methylamine recovery device, recover mono-methylamine to the tank for reuse.(5) Distillation1) before distillation fractionThe autoclave was cooled less 30 ° C with a vacuum inside the autoclave was pumped into the reaction waste still, first open the water jet vacuum pump, into a jacketed steam into the distillation pot, inside the autoclave was heated, the autoclave to control the degree of vacuum from 0.06 to 0.07 MPa, reduce was observed when the condensate reg first and then the drop of outflow, the vacuum apparatus is switched to a high vacuum Roots - water ring units, carefully observe the change in the value of the digital vacuum gauge vacuum, adjusting the receiving tank a vacuum degree of 0.0990 ~ 0.0998MPa, 98.0 deg.] C before the gas-phase temperature of the condensate fraction prior to distillation in the next batch of crude product.2) the distillation of the desired productWhen the vapor temperature exceeds 98.1 deg.] C, handover, switching to the finished condensate tank to maintain the degree of vacuum of 0.0990 ~ 0.0998Mpa, vapor temperature of condensate 98.1-101.0 as the desired product, ie, 3-amino- 1, propanediol3-Methyl-1, 2-propanediol yield 98.99percent, purity 99.96percent, impurity content was 0.04percent, a moisture content of 0.35percent is a colorless transparent viscous liquid.To the reaction flask, 14.0 g of the compound of formula V was added.3-methylaminopropanediol 6.5g, methanol 100ml, sodium tert-butoxide 0.2g, The reaction was refluxed for 48 h, the reaction was completed by TLC, and the reaction mixture was evaporated to dryness under reduced pressure.Recrystallization from ethanol and drying in vacuo gave 15.7 g.The yield was 92.3%.containing vic-diol and having secondary amines3-methylamino-1, 2-propanediol (3-methylamino-1, 2-propanediol, MA-diol)To methanol and etherSodium methoxide is dissolved in a mixed solvent ofAfter adding high pressure nitrogen monoxide On secondary amines of MA-diolSodium with N-diazenidiodiolates introduced1- (N-methyl-N-2, 3-dihydroxypropyl) -diazene-1-isox-1, 2 dioleate(1- (Nmethyl-N-2, 3-dihydroxypropyl) -diazen-1-ium-1, 2-diolate, MA-diol-NO) was synthesized.General procedure: At room temperature, 6-Formyl-N-(2-methyl-[1, 1'-biphenyl]-3-yl)-[1, 2, 4]triazolo[4, 3-a]pyridine-8-carboxamide(0.08 g, 0.22 mmol) was dissolved in DMF, and ethanolamine (0.067 g, 1.1 mmol), glacial acetic acid (0.02 g, 0.33 mmol) was added, and the reaction was stirred for 2 hours.Sodium cyanoborohydride (0.07 g, 1.1 mmol) was added to the system, and the mixture was stirred at 25 C for 12 hours.Add water to the reaction solution, extract with dichloromethane, and evaporate the solvent.Column chromatography gave 0.032 g of a white solid in a yield of 35.6%.

Organic Synthesis.

Molecular Weight:105.14
XLogP3:-1.5
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:105.078978594
Monoisotopic Mass:105.078978594
Topological Polar Surface Area:52.5
Heavy Atom Count:7
Complexity:40.7
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes